GB535141A - Improvements in or relating to the production of polyamides - Google Patents

Improvements in or relating to the production of polyamides

Info

Publication number
GB535141A
GB535141A GB26816/39A GB2681639A GB535141A GB 535141 A GB535141 A GB 535141A GB 26816/39 A GB26816/39 A GB 26816/39A GB 2681639 A GB2681639 A GB 2681639A GB 535141 A GB535141 A GB 535141A
Authority
GB
United Kingdom
Prior art keywords
water
aminocapronitrile
sebaconitrile
formulae
acted
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB26816/39A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
EIDP Inc
Original Assignee
EI Du Pont de Nemours and Co
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by EI Du Pont de Nemours and Co filed Critical EI Du Pont de Nemours and Co
Publication of GB535141A publication Critical patent/GB535141A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
    • C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
    • C08G69/26—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from polyamines and polycarboxylic acids
    • C08G69/28—Preparatory processes
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
    • C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
    • C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
    • C08G69/04—Preparatory processes
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
    • C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
    • C08G69/08—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from amino-carboxylic acids
    • C08G69/14—Lactams
    • C08G69/16—Preparatory processes
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
    • C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
    • C08G69/26—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from polyamines and polycarboxylic acids
    • D—TEXTILES; PAPER
    • D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
    • D01F6/00—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
    • D01F6/58—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products
    • D01F6/60—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products from polyamides

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Polyamides (AREA)
  • Artificial Filaments (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Abstract

535,141. Polyamides. DU PONT DE NEMOURS & CO., E. I. Sept. 28, 1939, No. 26816. Convention date, Sept. 29, 1938. [Class 2 (iii)] Polyamides are prepared by heating under pressure in the presence of water aminonitriles or mixtures of diamines and dinitriles, if desired the intermediate product obtained being heated under conditions permitting escape of byproducts. Aminonitriles that may be heated include 2-aminocapronitrile, 10-aminocapronitrile, and those of the formulae H 2 N-(CH 2 ) 7 - CN, H 2 N-(CH 2 ) 6 -CN, H 2 N-(CH 2 ) 2 -CHCH 3 - (CH 2 ) 2 -CN, H 3 CHN-(CH 6 ) 6 CN, CH 3 -CHNH 2 - (CH 2 ) 3 -CN, CH 3 -CHNH 2 -CH 2 -C(CH 3 ) 2 CH 2 - CH 2 -CN, H 2 N-C 6 H 10 -CN(1:4) H 2 N-CH 2 -C 6 H 4 - CN, H 2 N-CH 2 -C 6 H 4 -CH 2 -CN, H 2 N-(CH 2 ) 3 -O- (CH 2 ) 2 -CN, H 2 -N(CH 2 ) 4 -S-(CH 2 ) 3 -CN, and H 2 N-CH 2 -C 6 H 4 -O-C 6 H 4 -CN; diamines include hexamethylene, decamethylene, and tetramethylene diamine and diamines of the formulae H 2 N-(CH) 2 -CH(CH3)-NH2, H,N- (CH 2 ) 2 -O-(CH 2 ) 2 -O-(CH 2 ) 2 -NH 2 ; H 3 CNN- (CH 2 ) 6 -NRCH 3 , H 2 N-C 6 H 4 - NH 2 , H 2 N-CH 2 - C 6 H 4 -CH 2 -NH 2 , H 2 N-CH 2 -C 6 H 4 -CH 2 -NH 2 , H 2 N-CH 2 C 6 H 4 - NH 2 , H 2 N-CH(CH 3 )- (CH 2 ) 3 -CH (CH 3 ), -NH 2 and H 2 N-(CH 2 ) 3 - S-(CH 2 ) 3 -NH 2 ; dinitriles include adiponitrile, sebaconitrile, and nitriles of the formulae NC-(CH 2 ) 3 -CN, NC-CH 2 CH(CH 3 )- (CH 2 ) 2 -CN, NC-(CH 2 ) 2 -O-(CH 2 ) 2 -CN, NC-(CH 2 ) 3 -S-(CH 2 ) 3 - CN, NC-C 6 H 4 -CN, NC - C 6 H 4 - CH 2 - CN NC - C 6 H 10 - CN, NC - C 6 H 4 - C 6 H 4 - CN and NC - C 6 H 4 - O - C 6 H 4 - CN. Viscosity-stabilized polymers may be prepared by the addition of small amounts of a mono- or difunctional amide-forming agent. In examples : (1) #-aminocapronitrile is polymerized in the presence of water; (2) hexamethylenediamine is reacted with adiponitrile in the presence of water ; (3) hexamethylenediamine is re-acted with sebaconitrile in the presence of phenol and water; (4) 10-aminocapronitrile is polymerized in the presence of phenol and water ; (5) decamethylenediamino is re-acted with adiponitrile in the presence of water; (6) decamethylenediamine is re-acted with sebaconitrile in the presence of phenol and water. The products may be used in the manufacture of continuous filaments, artificial silk, artificial hair, bristles, threads, yarn, ribbon, and films; products of lower molecular weight may be used in the manufacture of coating, moulding, sizing, impregnating and adhesive compositions. Specifications 461,236 and 461,237 are referred to.
GB26816/39A 1935-01-02 1939-09-28 Improvements in or relating to the production of polyamides Expired GB535141A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US201945XA 1935-01-02 1935-01-02
US535141XA 1938-09-29 1938-09-29
US232471A US2245129A (en) 1935-01-02 1938-09-29 Process for preparing linear polyamides

Publications (1)

Publication Number Publication Date
GB535141A true GB535141A (en) 1941-03-31

Family

ID=29424310

Family Applications (1)

Application Number Title Priority Date Filing Date
GB26816/39A Expired GB535141A (en) 1935-01-02 1939-09-28 Improvements in or relating to the production of polyamides

Country Status (2)

Country Link
US (1) US2245129A (en)
GB (1) GB535141A (en)

Families Citing this family (52)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2425360A (en) * 1942-02-13 1947-08-12 Eastman Kodak Co Aliphatic bis-dioxydiacetonitriles
US2435631A (en) * 1942-09-26 1948-02-10 Standard Oil Dev Co Autocondensation product of an acid amide
US2429452A (en) * 1945-03-02 1947-10-21 Du Pont Bis (cyano methyl propyl) sulfide
US2457591A (en) * 1946-01-12 1948-12-28 Du Pont Hydrophilic-organophilic pigments and methods for producing same
US2647146A (en) * 1949-07-01 1953-07-28 Du Pont Process for the preparation of diprimary diamines
US2733230A (en) * 1950-12-20 1956-01-31 Linear
US2765337A (en) * 1954-08-02 1956-10-02 Rohm & Haas Preparation of bisamides
US2868770A (en) * 1954-12-16 1959-01-13 Ind Rayon Corp Polyamides of para-aminophenyl aliphatic acids
US3025185A (en) * 1957-08-21 1962-03-13 Du Pont Heat stable coated fabric comprising wholly aromatic polyamide fabric coated with copolymer of vinylidene fluoride and hexafluoropropene
NL275819A (en) * 1961-03-13
DE1520924A1 (en) * 1963-11-14 1970-01-02 Scholven Chemie Ag Process for the production of polyamides
US3326974A (en) * 1964-06-25 1967-06-20 Seekay Chemical Company Polyamides and process therefor
US3438948A (en) * 1965-09-16 1969-04-15 Allied Chem Amino acid copolymers
US3499874A (en) * 1965-10-27 1970-03-10 Asahi Chemical Ind Catalytic process for preparing poly-beta-alanine
DE1908466C3 (en) * 1969-02-20 1979-09-13 Dynamit Nobel Ag, 5210 Troisdorf Aminonitriles and process for their preparation
US3847876A (en) * 1972-07-06 1974-11-12 Halcon International Inc Preparation of polyamides by polymerization of a dinitrile,a diamine and water in the presence of controlled amounts of ammonia
US4380623A (en) * 1981-04-03 1983-04-19 Standard Oil Company Preparation of polyamide from dinitrile, diamine, water, and CO2 catalyst
US4436898A (en) 1982-04-20 1984-03-13 Davy Mckee Aktiengesellschaft, Borsigalle Preparation of spinnable polyamide from dinitrile, diamine, H2 O with P containing catalyst
US4408035A (en) * 1981-08-24 1983-10-04 The United States Of America As Represented By The Secretary Of The Navy Phthalonitrile resin from diphthalonitrile monomer and amine
US4501881A (en) * 1982-04-05 1985-02-26 The Standard Oil Company Preparation of polyamide by contacting diamine, dinitrile, water, dicarboxylic acid
US4520190A (en) * 1982-11-08 1985-05-28 The Standard Oil Company Preparation of polyamide from dinitrile, diamine and water with P catalyst
US4490521A (en) * 1983-10-11 1984-12-25 The Standard Oil Company Preparation of spinnable polyamide from dinitrile/diamine/water with metal salt of oxygenated phosphorus compound catalyst
US4542205A (en) * 1984-09-17 1985-09-17 The Standard Oil Company Process for the manufacture of polyamides utilizing a mixture of an oxygenated phosphorus compound and a molybdenum compound as catalyst
US4568736A (en) * 1984-09-17 1986-02-04 The Standard Oil Company Preparation of polyamide from omega-aminonitrile with oxygen containing phosphorus catalyst
DE3534817A1 (en) * 1985-09-30 1987-04-02 Davy Mckee Ag Process for the preparation of polyamide
US4906392A (en) * 1986-04-18 1990-03-06 The Lubrizol Corporation Coupled polyamine lubricant additives derived from hydrocarbyl polynitriles and polyamines
US5039436A (en) * 1986-04-18 1991-08-13 The Lubrizol Corporation Coupled polyamine lubricant additives derived from hydrocarbyl polynitriles and polyamines
US4976881A (en) * 1986-04-18 1990-12-11 The Lubrizol Corporation Coupled polyamine lubricant additives derived from hydrocarbyl polynitriles and polyamines
US5194578A (en) * 1990-06-21 1993-03-16 E.I. Du Pont De Nemours And Company Fiber-forming copolyamide from 2-methyl-pentamethylene diamine
US5109104A (en) * 1990-10-04 1992-04-28 E. I. Du Pont De Nemours And Company Preparation of polyamides from omega-aminonitriles
US5185428A (en) * 1991-06-21 1993-02-09 E. I. Du Pont De Nemours And Company Copolyadipamide containing pentamethyleneadipamide units and products prepared therefrom
DE4430480A1 (en) 1994-08-27 1996-02-29 Basf Ag High molecular weight polyamides made from nitriles
DE4441962A1 (en) * 1994-11-25 1996-05-30 Basf Ag Process for the production of caprolactam
US6194538B1 (en) 1996-08-30 2001-02-27 Basf Aktiengesellschaft Process for producing polyamides from aminonitriles
DE19718706A1 (en) 1997-05-02 1998-11-05 Basf Ag Process for the preparation of cyclic lactams
DE19808490A1 (en) 1998-02-27 1999-09-02 Basf Ag Process for the preparation of polyamides from aminocarboxylic acid compounds
US5986127A (en) * 1999-03-15 1999-11-16 E. I. Du Pont De Nemours And Company Aminonitrile production
US6080884A (en) * 1998-03-20 2000-06-27 E. I. Du Pont De Nemours And Company Aminonitrile production
FR2786180B1 (en) 1998-11-19 2001-11-23 Rhone Poulenc Fibres LACTAM TREATMENT METHOD AND LACTAM PURIFICATION METHOD
US6075117A (en) * 1998-12-21 2000-06-13 E.I. Dupont De Nemours & Company Process for the hydrolysis of adiponitrile and the production of nylon 6,6 using dicarboxylic acids as the sole catalyst
US6084056A (en) * 1998-12-22 2000-07-04 E. I. Dupont De Nemours & Company Process for the hydrolysis of adiponitrile and the production of nylon 6,6 utilizing low catalyst levels
US6103863A (en) * 1998-12-22 2000-08-15 E. I. Dupont De Nemours & Company Process for preparation of polyamide from dinitrile and diamine
DE19905754A1 (en) * 1999-02-11 2000-08-17 Basf Ag Process for the production of polyamide 6 with a low extract content, high viscosity stability and low remonomerization rate
US6680403B1 (en) 1999-11-30 2004-01-20 E. I. Du Pont De Nemours And Company Process for hydrogenating dinitriles in aminonitriles
US6841507B2 (en) * 1999-11-30 2005-01-11 Invista North America S.A.R.L. Aminonitrile production
US6509439B1 (en) 2000-04-14 2003-01-21 E. I. Du Pont De Nemours And Company Process for the production of polyamides from dinitriles and diamines
DE10114690A1 (en) * 2001-03-23 2002-09-26 Basf Ag Preparation of a polyamide comprises using a nitrile from 6-aminocapronitrile and adiponitrile in an aqueous reaction mixture and introducing an inert gas
US6472501B1 (en) 2001-06-01 2002-10-29 E. I. Du Pont De Nemours And Company Process for making nylon 6,6
US6437089B1 (en) 2001-06-01 2002-08-20 E. I. Du Pont De Nemours And Company Process for the production of nylon 6
US6875838B2 (en) * 2003-04-28 2005-04-05 Invista North Americal S.A.R.L. Process for reducing caprolactam and its oligomers in nylon-6 pre-polymer
KR101606605B1 (en) 2008-09-18 2016-03-25 미츠비시 가스 가가쿠 가부시키가이샤 Method for producing polyamide
FR3008984B1 (en) * 2013-07-24 2017-04-28 Rhodia Operations ARTICLES OBTAINED FROM POLYMERIC COMPOSITION, PROCESS FOR PREPARATION AND USES

Also Published As

Publication number Publication date
US2245129A (en) 1941-06-10

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